A proton (H*) from trifluoromethanesulfonic acid, CF3SO2OH, can add to the alkyne shown to yield two different carbocation products. (a) Draw the mechanism for each of these steps, along with the corresponding products. (b) Which carbocation is more stable? H3C C-c=CH H2 + H-OSO,CFз ? H2

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter8: Addition Via Carbocation
Section: Chapter Questions
Problem 8E
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A proton (H*) from trifluoromethanesulfonic acid, CF3SO2OH,
can add to the alkyne shown to yield two different carbocation
products. (a) Draw the mechanism for each of these steps,
along with the corresponding products. (b) Which carbocation
is more stable?
H3C
C-c=CH
H2
+ H-OSO,CFз
?
H2
Transcribed Image Text:A proton (H*) from trifluoromethanesulfonic acid, CF3SO2OH, can add to the alkyne shown to yield two different carbocation products. (a) Draw the mechanism for each of these steps, along with the corresponding products. (b) Which carbocation is more stable? H3C C-c=CH H2 + H-OSO,CFз ? H2
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